2-(4-(Methylsulfonyl)phenyl)-1h-indole-3-carbaldehyde | 1351939-78-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(4-(Methylsulfonyl)phenyl)-1h-indole-3-carbaldehyde
• 英文别名: 2-(4-methylsulfonylphenyl)-1H-indole-3-carbaldehyde
• CAS: 1351939-78-0
• 化学式: C₁₆H₁₃NO₃S
• 分子量: 299.35
• InChiKey: QBBNSNMUESXFDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-(Methylsulfonyl)phenyl)-1h-indole-3-carbaldehyde 、 5,5-二甲基-1,3-环己二酮 、 丙二腈 在 4-二甲氨基吡啶 作用下， 以 乙醇 为溶剂， 以77%的产率得到2-amino-7,7-dimethyl-4-(2-(4-(methylsulfonyl)phenyl)-1H-indol-3-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
  参考文献：
  名称：

  Microwave-assisted synthesis of 3′-indolyl substituted 4H-chromenes catalyzed by DMAP and their antimicrobial activity

  摘要：

  A new series of indole-based chromene derivatives 4a-4p has been synthesized by one pot cyclocondensation reaction of 2-phenyl-1H-indole-3-carbaldehyde 1a-1h; malononitrile 2; and 1,3-cyclohexanedione/dimedone 3a/b under microwave irradiation catalyzed by an organocatalyst 4-(N,N-dimethylamino) pyridine. Easy experimental procedure, high yield, selectivity, and shorter reaction time are the imperative features of this method. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than that of standard drugs as evident from SAR study.

  DOI：

  10.1007/s00044-011-9861-4
• 作为产物：
  描述：

  4-(methylsulfonyl)acetophenone phenylhydrazone 在 三氯氧磷 作用下， 生成 2-(4-(Methylsulfonyl)phenyl)-1h-indole-3-carbaldehyde
  参考文献：
  名称：

  Microwave-assisted synthesis of 3′-indolyl substituted 4H-chromenes catalyzed by DMAP and their antimicrobial activity

  摘要：

  A new series of indole-based chromene derivatives 4a-4p has been synthesized by one pot cyclocondensation reaction of 2-phenyl-1H-indole-3-carbaldehyde 1a-1h; malononitrile 2; and 1,3-cyclohexanedione/dimedone 3a/b under microwave irradiation catalyzed by an organocatalyst 4-(N,N-dimethylamino) pyridine. Easy experimental procedure, high yield, selectivity, and shorter reaction time are the imperative features of this method. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than that of standard drugs as evident from SAR study.

  DOI：

  10.1007/s00044-011-9861-4

文献信息

• Microwave-assisted multi-component synthesis of 3’-indolyl substituted pyrano[2,3-c]pyrazoles and their antimicrobial activity
  作者：Harshad Kathrotiya、Ranjan Patel、Manish Patel

  DOI：10.2298/jsc110805199k

  日期：——

  A series of pyrano[2,3-c]pyrazole derivatives of indole has been synthesized by multi-component reaction using conventional and microwave irradiation approach. Particularly valuable features of this method include high yield, broad substrate scope, shorter reaction time and straightforward procedure. Antimicrobial screening against eight human pathogens, namely B. subtilis, C. tetani, S. pneumoniae, S. typhi, V. cholerae, E. coli, A. fumigatus and C. albicans by employing broth microdilution MIC method as recommended by NCCLS.

  利用常规和微波辐照，通过多组分反应合成了一系列吲哚的吡喃并[2,3-c]吡唑衍生物。 采用常规和微波辐照方法，通过多组分反应合成了一系列吡喃并[2,3-c]吡唑 方法合成了一系列吲哚的吡喃并[2,3-c]吡唑衍生物。该方法的主要特点包括产率高、底物范围广、反应时间短、 底物范围广、反应时间短、操作简单。 针对八种人类病原体（即枯草杆菌、破伤风杆菌、肺炎双球菌、痢疾杆菌和痢疾杆菌）进行了抗菌筛选。 大肠杆菌、烟曲霉菌和白僵菌。 按照 NCCLS 的建议，采用肉汤微量稀释 MIC 法检测白僵菌。